非异氰酸酯聚氨酯(NIPU)的研究现状及发展趋势
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- 英文论文题名：Research Progress and Development Trend of Nonisocyanate Polyurethane
- 论文作者：李晓云 ; 王军威 ; 亢茂青 ; 赵雨花 ; 冯月兰 ; 李其峰 ; 殷宁 ; 张青运
- 英文论文作者：LI Xiaoyun ; WANG Junwei ; KANG Maoqing ; ZHAO Yuhua ; FENG Yuelan ; LI Qifeng ; YIN Ning ; ZHANG Qingyun ; Institute of Coal Chemistry ; Chinese Academy of Sciences ; University of Chinese Academy of Sciences
- 年：2016
- 作者机构：中国科学院山西煤炭化学研究所;中国科学院大学;
- 论文关键词：非异氰酸酯聚氨酯 ; 环碳酸酯 ; 研究进展
- 英文论文关键词：nonisocyanate polyurethane ; cyclocarbonate ; research progress
- 会议召开时间：2016-07-30
- 会议录名称：中国聚氨酯工业协会第十八次年会论文集
- 语种：中文
- 分类号：TQ317
- 学会代码：JAZG
- 会议名称：中国聚氨酯工业协会第十八次年会
- 会议地点：中国上海
- 主办单位：中国聚氨酯工业协会
- 学会名称：中国聚氨酯工业协会
- 页数：7
- 文件大小：972k
- 原文格式：D
- 会议级别：全国
摘要
因合成工艺简单,且避免使用有毒和易挥发的异氰酸酯类化合物为原料,非异氰酸酯聚氨酯(NIPU)近年来受到越来越多的关注。主要介绍了目前非异氰酸酯聚氨酯主流的合成和改性方法、用途以及最新的研究进展,并对NIPU的发展趋势作出合理的预测。
Due to the simple synthesis process,no use of toxic and volatile isocyanate compounds,nonisocyanate polyurethanes(NIPU) get much more attention in recent years.The main synthesis principle and modification methods of NIPU were introduced,the application and recent progress in NIPU were reviewed,then the future development of NIPU was predicted reasonably.
Due to the simple synthesis process,no use of toxic and volatile isocyanate compounds,nonisocyanate polyurethanes(NIPU) get much more attention in recent years.The main synthesis principle and modification methods of NIPU were introduced,the application and recent progress in NIPU were reviewed,then the future development of NIPU was predicted reasonably.
引文
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[2]刘益军.Eurotech公司开发A-HNIPU并许可丹麦公司生产泡沫粘合剂[J].聚氨酯工业,2003,18(1):45.
[3]WHELAN J M.HILL M.SAMUELS W P,BEDMINSTER N J.Multiple Cyclic Carbonate Polymers form Erythritol Dicarbonate:US,2935494[P].1960.
[4]ROKICKI G,LAZINSKI R.Polyamines containing beta-hydroxyure thane linkages as curing agents for epoxy-resin[J].Angew Makromol Chem.,1989,170:211-225.
[5]MIKHEEV V V,IVANOVA R R.Synthesis of urethane-containing epoxy oligomers[J].Russ J Appl Chem,2006,79,310-313.
[6]MIKHEEV V V,STEPANOVA G S,SVETLAKOV N V.Preparation of oligourethane acrylates by the cyclocarbonate amine reaction[J].J Appl Chem,1989,62,2231-2232.
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[11]ROKICKI G,KOZAKIEWICZ J,PAWLOWSKIP,et al.Poly-(urethane-urea)s based on the oligo-carbonate-diols prepared by the use of ethylene carbonate[J].Przem Chem,2003,82,953-955.
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[16]DUVAL C,KEBIRN,CHARVET A.Synthesis and properties of renewable nonisocyanate polyurethanes(NIPUs)from dimethylcarbonate[J].Polym Sci Part A:Polym Chem,2015,53:1351-1359.
[17]ROHIT P,MUKESH K,KUNAL W.Non-isocyanate polyurethane(NIPU)from tris-2-hydroxy ethyl isocyanurate modified fatty acid for coating applications[J].Progress in Organic Coatings,2015,89:160-169.
[18]IVAN J,Doo P H,Zoran S P.Soy-based polyurethanes by nonisocyanate route[J].Journal of Applied Polymer Science,2008,108,3867-3875.
[19]李振荣,赵雨花,亢茂青,等,大豆油与CO_2合成五元环状碳酸酯[J].精细化工,2008,25(5):511-514.
[20]李振荣,赵雨花,亢茂青,等,以天然可再生资源大豆油与CO_2合成非异氰酸酯聚氨[J].化工新型材料,2008,36(6):37-38,63.
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[24]TOMITA H,SANDA F,ENDO T.Polyaddition of bis(seven-memberedcyclic carbonate)with diamines:a novel and efficient synthetic method for polyhydroxyurethanes[J].Journal of Polymer Science Part A:Polymer Chemistry,2001,39:4091-4100.
[25]TOMITA H,SAND A F,ENDO T.Polyaddition behavior of bis(fiveand six-membered cyclic carbonate)s with diamine[J].Journal of Polymer Science Part A:Polymer Chemistry,2001,39:860-867.
[26]DIAKOUMAKOS D C,KOTZEV LD.Non-isocyanate based polyurethanes derived upon the reaction of amines with cyclocarbonate resins[J].Macromolecular Symposia,2004,216(1):37-46.
[27]TAMAMIB,SOHN S,WILKES G L.Incorporation of caarbon dioxide into soybean oil and subsequent preparation and studies of nonisocyanate polyurethane networks[J].J Appl Polym Sci,2004,92(2):883-891.
[28]THOMAS W,NILS T.Synthesis of cyclic carbonates from epoxides and CO_2 catalyzed by potassium iodide and amino alcohols[J].Journal of CO_2 Utilization,2014,(7):39-45.
[29]OCHIAI B,INOUE S,ENDO T.Salt effect on polyaddition of bifunctional cyclic carbonate and diamine[J].Journal of Polymer Science Part A:Polymer Chemistry,2005,43:6282-6286.
[30]CONSTANTINOS D,D,Kotzev D L.Non-isocyanatebased polyurethanes derived upon the reaction of amines with cyclocarbonate resins[J].Macromol Symp,2004,216:37-46.
[31]刘登良.关注非异氰酸酯聚氨酯涂料的应用和发展[J].中国涂料,2006,2(11):21-23.
[32]贺文媛,顾尧.非异氰酸酯聚氨酯的研究进展及应用[J].聚氨酯工业,2011,26(1):1-4.
[33]任旭.新型水性非异氰酸酯聚氨酯涂料的开发应用[J].水性木器涂料与涂装,2011,26(6):40-42.
[34]王芳,阮家声,张宏元.非异氰酸酯聚氨酯的研究进展[J].聚氨酯工业,2008,23(1):1-4.
[35]樊庆春,胡芽,李文.非异氰酸酯聚氨酯的制备与应用[J].试验研究与应用,2013,16(1):1-4.
[36]FIGOVSKY O L,SHAPOVALOV L.Hybrid Nonisocyanate Polyurethane Adhesives[C].Proceeding of International Conference Polymer Bonding 2004,Cambridge:Woodhead Publishing Limited,2004:99-103.
[37]FIGOVSKY O L,SHAPOVALOV L.Advanced coatings for industrial application[J].European Coatings,2003,79(7):18-25.
[38]FIGOVSKY O L,SHAPOVALOV L D.Advanced nonisocyanate polyurethane coatings[J].Double Liaison;Chimie des Peintures,2000,(518):61-64.
[39]WHELAN J M,HILL M,SAMNELS W P,et al.Multiple Cyelic Carbonate Polymers Formed Erythritol Dicarbonate:US,2935494[P].1960.
[2]刘益军.Eurotech公司开发A-HNIPU并许可丹麦公司生产泡沫粘合剂[J].聚氨酯工业,2003,18(1):45.
[3]WHELAN J M.HILL M.SAMUELS W P,BEDMINSTER N J.Multiple Cyclic Carbonate Polymers form Erythritol Dicarbonate:US,2935494[P].1960.
[4]ROKICKI G,LAZINSKI R.Polyamines containing beta-hydroxyure thane linkages as curing agents for epoxy-resin[J].Angew Makromol Chem.,1989,170:211-225.
[5]MIKHEEV V V,IVANOVA R R.Synthesis of urethane-containing epoxy oligomers[J].Russ J Appl Chem,2006,79,310-313.
[6]MIKHEEV V V,STEPANOVA G S,SVETLAKOV N V.Preparation of oligourethane acrylates by the cyclocarbonate amine reaction[J].J Appl Chem,1989,62,2231-2232.
[7]MIKHEEV V V,SVETLAKOV N V,GARIPOV R M.Interaction of organic carbonates with amines 1.The reaction of alkylphenylcarbonates with primary aliphatic-amines[J].Zh Org Khim,1982,18,246-251.
[8]MIKHEEV V V,SVETLAKOV N V,GARIPOV R M,et al.Reaction of organic carbonates with amines 2.Reaction of alkylphenolcarbonates with dibasic amines[J].Zh Org Khim,1982,18 2118-2121.
[9]MIKHEEV V V,SVETLAKOV N V,SYSOEV V A.Procedure for Preparation of Cellular Polyurethane Coatings Includes Reacting Cyclocarbonate Containing Compouds with Poly-amine(s)in Solvent Followed by Heat Hardening.US,970856-Al[P].1997.
[10]ROKICKI G,KURAN W.A New route for the synthesis of poly hydroxy ethers[J].Makromol Chem Macromol Chem,Phys.1980,181,985-993.
[11]ROKICKI G,KOZAKIEWICZ J,PAWLOWSKIP,et al.Poly-(urethane-urea)s based on the oligo-carbonate-diols prepared by the use of ethylene carbonate[J].Przem Chem,2003,82,953-955.
[12]VERSTEEGEN R M,SIJBESMAR P,MEIJER E W.[n]-Polyurethanes:Synthesis and characterization[J].Angew Chem Int Ed,1999,38(19):2917-2919.
[13]GURGIOLO A E,BRESSIER W L,SMITH J C.Polyhydroxyurethanes:US,3084140[P].1963.
[14]FIGOVSKY O L.Hybrid Nonisocyanate Polyurethane Network Polymers and Composites Formed Thereform:US,6120905[P].2000.
[15]ADRIEN C,JULIEN S,GUILLAUME M.Syntheses of epoxyurethane polymers from isocyanate free oligo-polyhydroxyurethane[J].European Polymer Journal,2016,75:175-189.
[16]DUVAL C,KEBIRN,CHARVET A.Synthesis and properties of renewable nonisocyanate polyurethanes(NIPUs)from dimethylcarbonate[J].Polym Sci Part A:Polym Chem,2015,53:1351-1359.
[17]ROHIT P,MUKESH K,KUNAL W.Non-isocyanate polyurethane(NIPU)from tris-2-hydroxy ethyl isocyanurate modified fatty acid for coating applications[J].Progress in Organic Coatings,2015,89:160-169.
[18]IVAN J,Doo P H,Zoran S P.Soy-based polyurethanes by nonisocyanate route[J].Journal of Applied Polymer Science,2008,108,3867-3875.
[19]李振荣,赵雨花,亢茂青,等,大豆油与CO_2合成五元环状碳酸酯[J].精细化工,2008,25(5):511-514.
[20]李振荣,赵雨花,亢茂青,等,以天然可再生资源大豆油与CO_2合成非异氰酸酯聚氨[J].化工新型材料,2008,36(6):37-38,63.
[21]FIGOVSKY O L,SHAPOVALOV D L.Nonisocyanate polyurethanes for coatings[C].Beijing China:Proceedings of the ICEST,2000(10):940-944.
[22]冯英锋,钟荣,谢宇.非异氰酸酯聚氨酯研究进展[J].航空科学技术,2015,26(7):88-94.
[23]VINCENT B,GABRIEL F,AUVERGNE R,et al.Access to nonisocyanate poly(thio)urethanes:a comparative study[J].Journal of Polymer Science Part A:Polymer Chemistry,2013,51:3284-3296.
[24]TOMITA H,SANDA F,ENDO T.Polyaddition of bis(seven-memberedcyclic carbonate)with diamines:a novel and efficient synthetic method for polyhydroxyurethanes[J].Journal of Polymer Science Part A:Polymer Chemistry,2001,39:4091-4100.
[25]TOMITA H,SAND A F,ENDO T.Polyaddition behavior of bis(fiveand six-membered cyclic carbonate)s with diamine[J].Journal of Polymer Science Part A:Polymer Chemistry,2001,39:860-867.
[26]DIAKOUMAKOS D C,KOTZEV LD.Non-isocyanate based polyurethanes derived upon the reaction of amines with cyclocarbonate resins[J].Macromolecular Symposia,2004,216(1):37-46.
[27]TAMAMIB,SOHN S,WILKES G L.Incorporation of caarbon dioxide into soybean oil and subsequent preparation and studies of nonisocyanate polyurethane networks[J].J Appl Polym Sci,2004,92(2):883-891.
[28]THOMAS W,NILS T.Synthesis of cyclic carbonates from epoxides and CO_2 catalyzed by potassium iodide and amino alcohols[J].Journal of CO_2 Utilization,2014,(7):39-45.
[29]OCHIAI B,INOUE S,ENDO T.Salt effect on polyaddition of bifunctional cyclic carbonate and diamine[J].Journal of Polymer Science Part A:Polymer Chemistry,2005,43:6282-6286.
[30]CONSTANTINOS D,D,Kotzev D L.Non-isocyanatebased polyurethanes derived upon the reaction of amines with cyclocarbonate resins[J].Macromol Symp,2004,216:37-46.
[31]刘登良.关注非异氰酸酯聚氨酯涂料的应用和发展[J].中国涂料,2006,2(11):21-23.
[32]贺文媛,顾尧.非异氰酸酯聚氨酯的研究进展及应用[J].聚氨酯工业,2011,26(1):1-4.
[33]任旭.新型水性非异氰酸酯聚氨酯涂料的开发应用[J].水性木器涂料与涂装,2011,26(6):40-42.
[34]王芳,阮家声,张宏元.非异氰酸酯聚氨酯的研究进展[J].聚氨酯工业,2008,23(1):1-4.
[35]樊庆春,胡芽,李文.非异氰酸酯聚氨酯的制备与应用[J].试验研究与应用,2013,16(1):1-4.
[36]FIGOVSKY O L,SHAPOVALOV L.Hybrid Nonisocyanate Polyurethane Adhesives[C].Proceeding of International Conference Polymer Bonding 2004,Cambridge:Woodhead Publishing Limited,2004:99-103.
[37]FIGOVSKY O L,SHAPOVALOV L.Advanced coatings for industrial application[J].European Coatings,2003,79(7):18-25.
[38]FIGOVSKY O L,SHAPOVALOV L D.Advanced nonisocyanate polyurethane coatings[J].Double Liaison;Chimie des Peintures,2000,(518):61-64.
[39]WHELAN J M,HILL M,SAMNELS W P,et al.Multiple Cyelic Carbonate Polymers Formed Erythritol Dicarbonate:US,2935494[P].1960.
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